Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

72 repeat clients

"Tia was certain to make sure Jack socialized with the other dogs in her care. I thought it was great, she took the time to understand what his needs were and... (more)"

2. Stephanie

Friendly, Experienced Dog Foster!

Milwaukee, WI, 53211

Dog Boarding, Dog Walking

1 repeat client

"Stephanie did a great job taking care of Gordon while I was away for five nights. He can be shy with strangers but he warmed right up to her! She took him to... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

6 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

4. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Brian and Becky were super! I could tell from the photos they sent me that Maggie was having a great time, and was being well-cared for. We'll be back. Th... (more)"

5. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

1 repeat client

"Camry & co. took the best care of our little man while we were away! They are such sweet girls and I loved that all 3 of them are in it made me... (more)"

6. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

7. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Ethan was amazing with Bentley! He made us feel comfortable right away and sent us pictures of our little guy throughout the entire stay. We will definitely ... (more)"

8. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

9. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"Heather was wonderful! She took great care of Patch, was very caring with him, and sent fun photos each day, plus she was professional, informative, flexibl... (more)"

10. Kristen

Energetic and caring dog-lover!

Cooper Park, Milwaukee, WI, 53222

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kristen has watched my pup, Bentley, on numerous occasions from short visits to let him out when I can't get home to entire weekends. Bentley is always happ... (more)"

Confirmed Thanksgiving Availability
11. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

5 repeat clients

"My pup Daisy loves long walks and lots of cuddles and attention, and that is exactly what she got during her stay with Amanda! Daisy came home so happy and t... (more)"

12. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Lambeau loved staying with Tarah!! She understood how "needy" my dog can be and I felt completely at ease knowing she was happy and cared for in Tarah's home. (more)"

13. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

"Aspen took care of my dog for over a week when I was out of town. My dog, Austin, got along well with her sweet dog and had a blast hanging out in her back y... (more)"

14. Megan

Patient, Responsible, Dog Lover!

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan went above and beyond with Henley! Between the multiple trips to the dog park and treating her to a "Pumpkin Spice Latte" at Barktoberfest I couldn't ... (more)"

15. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

16. Sara

Best Animal Auntie Around

Wauwatosa , WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sara is an awesome pet sitter!! She has cared for my dogs many times while we were were on vacation. She snuggled them, took them for walks, and even cleaned... (more)"

17. Jason

Loving family who loves dogs

Brown Deer, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"Though I didn't personally meet Jason, I did meet Teri, Logan, and their dog Cassie. They were WONDERFUL!!! I received daily updates and photos. I appreciate... (more)"

18. Katelyn

Hi. I'm Katie.

Sherman Park, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

"Hello. I have known Katelyn her whole life and know she is a very responsible and caring person. She has had a dog in the past and has taken great care of i... (more)"

19. Noel

Extreme animal lover

Timmerman West, Milwaukee, WI, 53225

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I had dogs growing up and spent a lot of time helping take care of them, feeding, walking, spending time with them. I also have had experience taki... (more)

20. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

2 repeat clients

"Pam did a wonderful job caring for Sally. She dealt kindly with Sally's character flaws. She also determined which dogs got along with each other, and put ... (more)"

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Learn About Premier
Dog owners love Rover's Milwaukee dog sitters. 284 owners have reviewed sitters in Milwaukee, giving them an average rating of 5/5.

Wondering how much you can expect to pay for a night on Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Book with Rover and Donate to a Local Nonprofit

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already... asking your friends, family and neighbors to watch your dog while you travel, instead of leaving him in a kennel! Look for sitters in Milwaukee with the Rover Donation Badge for one of these nonprofits, and a portion of your fee will be donated.

We're proud to be partnered with over 200 organizations across the country, including:

More on Milwaukee

Milwaukee, Wisconsin's largest city, is located on the shore of Lake Michigan and offers plenty of outdoor activities for you and your pup! After getting dirtied up at the local parks, it's time to head out to the Community Bark Dog Wash and Coffee. You can wash your dog yourself or have someone else wash them while you enjoy a cup of coffee.

Once your dog has been freshly-shampooed, let her exercise her Fido-fashionista sensibilities and help you sniff out some new duds at ReThreads, a vintage clothing store and thrift shop that welcomes dogs. After some quality time thrift shopping with your four-legged friend, hit the town - or at least the dog park - at McKinley Marina Park for a stroll along the lake.

If you're out of town for business or pleasure and your canine companion can't come along, find a loving home for your pup while you are away on Rover offers a community of pet sitters offering dog boarding in Milwaukee. Because we believe your dog always deserves a loving home, no matter where life takes you.